CN116917566A - Treating agent for synthetic fibers and synthetic fibers - Google Patents

Treating agent for synthetic fibers and synthetic fibers Download PDF

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Publication number
CN116917566A
CN116917566A CN202280016787.3A CN202280016787A CN116917566A CN 116917566 A CN116917566 A CN 116917566A CN 202280016787 A CN202280016787 A CN 202280016787A CN 116917566 A CN116917566 A CN 116917566A
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Prior art keywords
phosphate
carbon atoms
ester compound
synthetic fibers
acid
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Inventor
足立启太
福冈拓也
铃木千寻
富田贵志
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Takemoto Oil and Fat Co Ltd
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Takemoto Oil and Fat Co Ltd
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Publication of CN116917566A publication Critical patent/CN116917566A/en
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    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/144—Alcohols; Metal alcoholates
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/144—Alcohols; Metal alcoholates
    • D06M13/148—Polyalcohols, e.g. glycerol or glucose
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/184—Carboxylic acids; Anhydrides, halides or salts thereof
    • D06M13/188—Monocarboxylic acids; Anhydrides, halides or salts thereof
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/224—Esters of carboxylic acids; Esters of carbonic acid
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/224—Esters of carboxylic acids; Esters of carbonic acid
    • D06M13/2246—Esters of unsaturated carboxylic acids
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/244—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus
    • D06M13/248—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus with compounds containing sulfur
    • D06M13/268—Sulfones
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/244—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus
    • D06M13/282—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus with compounds containing phosphorus
    • D06M13/292—Mono-, di- or triesters of phosphoric or phosphorous acids; Salts thereof
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/53—Polyethers

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

The present invention aims to provide a treatment agent for synthetic fibers, which can improve both heat resistance and stability during storage of the treatment agent, and a synthetic fiber to which the treatment agent for synthetic fibers is applied. The treatment agent for synthetic fibers of the present invention contains a smoothing agent (A), a nonionic surfactant (B), an ionic surfactant (C) containing a phosphate compound (C1), and a fatty acid (D). The phosphate compound (C1) contains at least one selected from the group consisting of phosphate esters P1, P2, P3 and P4 each represented by a predetermined chemical formula, and the total of the P-nuclear NMR integral ratios of the phosphate esters P1 to P4 of Angelica sinensis is set to 100%, and the P-nuclear NMR integral ratio of the phosphate ester P1 is 7% or less.

Description

Treating agent for synthetic fibers and synthetic fibers
Technical Field
The present invention relates to a treatment agent for synthetic fibers containing a predetermined phosphate compound or the like and a synthetic fiber to which the treatment agent for synthetic fibers is attached.
Background
In general, in the spinning and stretching step of the synthetic fibers, the surface of the synthetic fibers may be treated with a treatment agent for adhering the synthetic fibers from the viewpoint of reducing friction, reducing fiber damage such as breakage, and the like.
Conventionally, treatment agents for synthetic fibers disclosed in patent documents 1 and 2 are known. Patent document 1 discloses a treatment agent for synthetic fibers, which contains a predetermined phosphate or an organic amine salt thereof, a nonionic surfactant, and the like in a smoothing agent. Patent document 2 discloses a treatment agent for synthetic fibers containing a predetermined organic sulfonic acid compound, an organic phosphate compound, a nonionic surfactant, and the like.
Prior art literature
Patent literature
Patent document 1: japanese patent laid-open No. 2015-038260
Patent document 2: japanese patent laid-open publication 2016-084566
Disclosure of Invention
Problems to be solved by the invention
However, in the conventional treatment agent for synthetic fibers, there are problems such as precipitation of foreign matters with the passage of time during storage of the treatment agent, and insufficient storage stability of the treatment agent. Particularly, it is difficult to achieve both improvement in heat resistance and improvement in stability during storage of the treating agent.
Means for solving the problems
The present inventors have studied to solve the above problems, and as a result, have found that a composition effect obtained by blending a smoothing agent, a nonionic surfactant, a fatty acid, and a predetermined phosphate compound into a treatment agent for a synthetic fiber is particularly excellent.
In order to solve the above problems, an aspect of the present invention provides a treatment agent for synthetic fibers, which is characterized in that: the composition comprises a smoothing agent (A), a nonionic surfactant (B), an ionic surfactant (C) comprising a phosphate compound (C1) described below, and a fatty acid (D).
The phosphate compound (C1) contains at least one selected from the group consisting of a phosphate P1 represented by the following chemical formula (1), a phosphate P2 represented by the following chemical formula (2), a phosphate P3 represented by the following chemical formula (3), and a phosphate P4 represented by the following chemical formula (4), and the total of the P-nuclear NMR integral ratios of the phosphate P1, the phosphate P2, the phosphate P3, and the phosphate P4 is set to 100%, and the P-nuclear NMR integral ratio attributed to the phosphate P1 is set to 7% or less.
[ chemical 1]
In the chemical formula (1), the amino acid,
R 1 a residue obtained by removing a hydroxyl group from an alkyl group having 8 to 24 carbon atoms, an alkenyl group having 8 to 24 carbon atoms, or an alkylene oxide having 2 to 3 carbon atoms, which is obtained by adding 1 mole to 20 moles in total of an aliphatic alcohol having 8 to 24 carbon atoms,
M 1 m and M 2 Hydrogen atom, alkali metal, alkaline earth metal (1/2), organic amine salt, ammonium, or phosphonium,
m is an integer of 2 or 3.
[ chemical 2]
In the chemical formula (2), the amino acid,
R 2 r is R 3 The residue after removal of the hydroxyl group is an alkyl group having 8 to 24 carbon atoms, an alkenyl group having 8 to 24 carbon atoms, or an alkylene oxide having 2 to 3 carbon atoms, which is obtained by adding 1 mole to 1 mole of an aliphatic alcohol having 8 to 24 carbon atoms,
M 3 is hydrogen atom, alkali metal, alkaline earth metal (1/2), organic amine salt, ammonium, or phosphonium,
n is an integer of 2 or 3.
[ chemical 3]
In the chemical formula (3), the amino acid,
R 4 a residue obtained by removing a hydroxyl group from an alkyl group having 8 to 24 carbon atoms, an alkenyl group having 8 to 24 carbon atoms, or an alkylene oxide having 2 to 3 carbon atoms, which is obtained by adding 1 mole to 20 moles in total of an aliphatic alcohol having 8 to 24 carbon atoms,
M 4 m and M 5 Hydrogen atom, alkali metal, alkaline earth metal (1/2), organic amine salt, ammonium, or phosphonium, respectively.
[ chemical 4]
In the chemical formula (4), the amino acid,
R 5 r is R 6 The residue after removal of the hydroxyl group is an alkyl group having 8 to 24 carbon atoms, an alkenyl group having 8 to 24 carbon atoms, or an alkylene oxide having 2 to 3 carbon atoms, which is obtained by adding 1 mole to 1 mole of an aliphatic alcohol having 8 to 24 carbon atoms,
M 6 Is a hydrogen atom, an alkali metal, an alkaline earth metal (1/2), an organic amine salt, ammonium, or phosphonium.
The treatment agent for synthetic fibers may be: the phosphate compound (C1) contains the phosphate P2, and the total of the P-nuclear NMR integral ratios of the phosphate P1, the phosphate P2, the phosphate P3, and the phosphate P4 is 5% to 50% inclusive, where the total is 100%.
The treatment agent for synthetic fibers may be: the phosphate compound (C1) contains the phosphate P2, and the total of the NMR integral proportions of the P nuclei of the phosphate P1, the phosphate P2, the phosphate P3, and the phosphate P4 is set to 100%, the NMR integral proportion of the P nuclei of the phosphate P1 is 5% or less, and the NMR integral proportion of the P nuclei of the phosphate P2 is 10% or more and 45% or less.
The treatment agent for synthetic fibers may be: the fatty acid (D) contains a monohydric fatty acid having 8 to 24 carbon atoms.
The treatment agent for synthetic fibers may be: the content of the fatty acid (D) in the synthetic fiber treating agent is 0.01 mass% or more and 3 mass% or less.
The treatment agent for synthetic fibers may be: further, the synthetic fiber treatment agent contains an alcohol compound (E), wherein the content of the alcohol compound (E) in the synthetic fiber treatment agent is 0.001 to 5 mass%.
The treatment agent for synthetic fibers may be: the smoothing agent (a) contains at least one selected from the following full ester compound (A1), sulfur-containing ester compound (A2), and the following partial ester compound (A3).
The full ester compound (A1) is at least one selected from the group consisting of a full ester compound formed from a polyhydric alcohol having 3 to 6 carbon atoms and having a chain structure and a monohydric fatty acid having 8 to 24 carbon atoms, and a full ester compound formed from a monohydric alcohol having 8 to 24 carbon atoms and a polyhydric fatty acid having 3 to 10 carbon atoms.
The partial ester compound (A3) is a partial ester compound formed by a polyhydric alcohol having a chain structure and having 3 to 6 carbon atoms and a monohydric fatty acid having 8 to 24 carbon atoms.
The treatment agent for synthetic fibers may be: the smoothing agent (a) contains the full ester compound (A1), and the content of the full ester compound (A1) in the synthetic fiber treatment agent is 30 mass% or more and 70 mass% or less.
The treatment agent for synthetic fibers may be: the smoothing agent (a) contains the sulfur-containing ester compound (A2).
The treatment agent for synthetic fibers may be: the content ratio of the full ester compound (A1) to the sulfur-containing ester compound (A2) is represented by a mass ratio of the full ester compound (A1)/the sulfur-containing ester compound (A2) =1/1 to 100/1.
The treatment agent for synthetic fibers may be: the smoothing agent (a) contains the partial ester compound (A3).
The treatment agent for synthetic fibers may be: the content ratio of the full ester compound (A1) to the partial ester compound (A3) is represented by a mass ratio of the full ester compound (A1)/the partial ester compound (A3) =1/1 to 10000/1.
The treatment agent for synthetic fibers may be: the concentration of phosphate ions detected from the treatment agent for synthetic fibers by ion chromatography is 200ppm or less.
In order to solve the above problems, another aspect of the present invention provides a synthetic fiber, which is characterized in that: the treatment agent for synthetic fibers is attached.
Effects of the invention
According to the present invention, the heat resistance of the treatment agent for synthetic fibers can be improved and the stability during storage can be improved at the same time.
Detailed Description
Embodiment 1
Embodiment 1 of the present invention will be described below with reference to the following description. The treatment agent of the present embodiment contains a smoothing agent (a), a nonionic surfactant (B), an ionic surfactant (C) containing a phosphate compound (C1), and a fatty acid (D).
(smoother (A))
Examples of the smoothing agent (a) include silicone oil, mineral oil, polyolefin, ester oil, and the like. The smoothing agent (a) imparts smoothness to the synthetic fibers.
Specific examples of the silicone oil include, but are not particularly limited to, dimethyl silicone, phenyl-modified silicone, amino-modified silicone, amido-modified silicone, polyether-modified silicone, amino-modified polyether-modified silicone, alkyl-modified silicone, alkylarylalkyl-modified silicone, alkyl polyether-modified silicone, ester-modified silicone, epoxy-modified silicone, methanol-modified silicone, mercapto-modified silicone, polyoxyalkylene-modified silicone, and the like. These silicone oils are suitably commercially available.
Examples of the mineral oil include aromatic hydrocarbons, paraffinic hydrocarbons, and naphthenic hydrocarbons. More specifically, for example, spindle oil, flow paraffin, and the like are cited. These mineral oils are suitably commercially available. The kinematic viscosity using mineral oil was 5mm at 40 DEG C 2 Article above/s.
The polyolefin may be suitably a poly-alpha-olefin which can be used as a smoothing component. Specific examples of the polyolefin include poly- α -olefins obtained by polymerizing 1-butene, 1-hexene, 1-decene, and the like. The poly-alpha-olefin may be suitably used as a commercially available product.
The ester oil is not particularly limited, and examples thereof include ester oils produced from fatty acids and alcohols. Examples of the ester oil include ester oils produced from fatty acids having an odd-or even-numbered hydrocarbon group and alcohols described later.
The fatty acid used as the raw material of the ester oil is not particularly limited in the number of carbon atoms, presence or absence of a branch, valence, and the like, and may be, for example, a higher fatty acid, a cyclic fatty acid, or an aromatic cyclic fatty acid. The alcohols used as the starting material of the ester oil are not particularly limited in the number of carbon atoms, presence or absence of branching, valence, and the like, and may be, for example, higher alcohols, alcohols having a ring, or alcohols having an aromatic ring.
The ester oil preferably contains at least one selected from the group consisting of a full ester compound (A1), a sulfur-containing ester compound (A2), and a partial ester compound (A3). Further, the ester oil more preferably contains a sulfur-containing ester compound (A2). With this configuration, tension fluctuation can be suppressed. Further, the ester oil more preferably contains the following partial ester compound (A3). This constitution can suppress tar.
The full ester compound (A1) is at least one selected from the following full ester compounds: a full ester compound formed from a polyhydric alcohol having 3 to 6 carbon atoms and having a chain structure and a monohydric fatty acid having 8 to 24 carbon atoms, and a full ester compound formed from a monohydric alcohol having 8 to 24 carbon atoms and a polyhydric fatty acid having 3 to 10 carbon atoms. The polyvalent fatty acid in the ester compound (A1) does not contain a dibasic acid containing a sulfur atom in the molecule, such as thiodipropionic acid or dithiodipropionic acid.
The partial ester compound (A3) is a partial ester compound formed by a polyhydric alcohol having a chain structure and having 3 to 6 carbon atoms and a monohydric fatty acid having 8 to 24 carbon atoms.
The polyhydric alcohol having a chain structure may be a polyhydric alcohol having no cyclic structure, and the chain structure may be a straight chain structure or a branched structure. Specific examples of the polyhydric alcohol having a chain structure and having 3 to 6 carbon atoms include glycerin, diglycerin, neopentyl glycol, sorbitol, trimethylolethane, trimethylolpropane, butanetriol, pentanetriol, hexanetriol and the like.
The monohydric fatty acid having 8 to 24 carbon atoms may be a saturated fatty acid or an unsaturated fatty acid, as is well known. The polymer may be linear or branched. Specific examples of the saturated fatty acid include caprylic acid (capric acid), pelargonic acid (pelargonic acid), capric acid (capric acid), lauric acid (lauric acid), myristic acid (myristic acid), palmitic acid (palmitic acid), stearic acid (stearic acid), eicosanoic acid (arachic acid), behenic acid (Shusuan), and tetracosanoic acid. Specific examples of the unsaturated fatty acid include myristoleic acid, palmitoleic acid, oleic acid, taurine, eicosanoic acid, linoleic acid, alpha linolenic acid, gamma linolenic acid, and arachic acid.
The monohydric alcohol having 8 to 24 carbon atoms may be a saturated aliphatic monohydric alcohol or an unsaturated aliphatic monohydric alcohol, as is well known. The polymer may be linear or branched. Specific examples of the monohydric alcohol having 8 to 24 carbon atoms include straight-chain alkanols such as octanol, nonanol, decanol, undecanol, dodecanol, tridecanol, tetradecanol, pentadecanol, hexadecanol, heptadecanol, octadecanol, nonadecanol, eicosanol, heneicosanol, docosyl, tricosyl and tetracosyl; branched alkanols such as isooctanol, isononanol, isodecanol, isododecanol, isotridecanol, isotetradecanol, isopentadecanol, isohexadecanol, isoheptadecanol, isostearyl alcohol, isononadecanol, isoeicosanol, isodi-undecanol, isodocosyl alcohol, isotridecyl alcohol, isotetracosanol, etc.; linear enols such as tetradecenol, hexadecenol, heptadecene, octadecenol, nonadecene, etc.
The polyvalent fatty acid having 3 to 10 carbon atoms may be a saturated fatty acid, an unsaturated fatty acid or an aromatic carboxylic acid, as is well known. Specific examples of the polyvalent fatty acid having 3 to 10 carbon atoms include aliphatic carboxylic acids such as malonic acid, succinic acid, glutaric acid, adipic acid, fumaric acid, maleic acid, aconitic acid, and the like; aromatic carboxylic acids such as terephthalic acid, isophthalic acid, and trimellitic acid.
Specific examples of the complete ester compound (A1) include natural oils and fats such as trimethylolpropane trioleate, diisostearyl adipate, coconut oil, rapeseed oil, sunflower seed oil, soybean oil, castor oil, sesame oil, palm oil, fish oil, and beef tallow.
Specific examples of the sulfur-containing ester compound (A2) include dioctylthiodipropionate, diisolaurylthiodipropionate, dilaurylthiodipropionate, diisocetylthiodipropionate, diisostearyl thiodipropionate, dioleylthiodipropionate, octylthiodipropionate, isostearylthiodipropionate, laurylthiodipropionate, isocetylthiodipropionate, isostearylthiodipropionate, oleylthiodipropionate, octylmercaptopropionate, stearylthiopropionate, trimethylolpropane ginseng (mercaptopropionate), dioctyldithiodipropionate, and the like.
Specific examples of the partial ester compound (A3) include trimethylolpropane monooleate, glycerol monooleate, diglycerol dilaurate, trimethylolpropane dioleate, glycerol dioleate, and the like.
The lower limit of the content ratio of the full ester compound (A1) in the treating agent is appropriately selected, and is preferably 30 mass% or more, more preferably 35 mass% or more. The upper limit of the content ratio is appropriately selected, and is preferably 70 mass% or less, more preferably 65 mass% or less. Any combination of the upper limit and the lower limit may be used. By limiting the range, the effect of the present invention can be further enhanced.
In the treating agent, the content ratio of the complete ester compound (A1) and the sulfur-containing ester compound (A2) is preferably: expressed as a mass ratio of the full ester compound (A1)/the sulfur-containing ester compound (A2) =1/1 to 100/1. By limiting the range, tension fluctuation can be suppressed.
In the treating agent, the content ratio of the full ester compound (A1) and the partial ester compound (A3) is preferably: expressed as a mass ratio of the full ester compound (A1)/the partial ester compound (A3) =1/1 to 10000/1. By limiting the range, tar deposition can be suppressed.
Ester oils other than the above-mentioned ester oils may also be used. Specific examples of the ester oil include, for example, (1) ester compounds of aliphatic monohydric alcohols and aliphatic monocarboxylic acids such as octyl palmitate, oleyl laurate, oleyl oleate, isotridecyl stearate, and isotetracosyl oleate; (2) Ester compounds formed from aliphatic carboxylic acids and aromatic alcohols such as benzyl oleate, benzyl laurate and bisphenol a dilaurate.
These smoothing agents (a) may be used alone or in combination of two or more kinds.
(nonionic surfactant (B))
Examples of the nonionic surfactant (B) include an ether-ester compound obtained by adding an alkylene oxide to an ester compound obtained by adding a carboxylic acid to a polyhydric alcohol, an ether-ester compound obtained by adding an alkylene oxide to an alkylamine as an amine compound, and a partial ester compound obtained by adding a carboxylic acid to a polyhydric alcohol having 3 to 6 carbon atoms and a cyclic structure. These nonionic surfactants (B) may be used alone or in combination of two or more kinds.
Specific examples of the alcohols used as the raw material of the nonionic surfactant (B) include, for example, (1) linear alkanols such as methanol, ethanol, propanol, butanol, pentanol, hexanol, octanol, nonanol, decanol, undecanol, dodecanol, tridecanol, tetradecanol, pentadecanol, hexadecanol, heptadecanol, octadecanol, nonadecanol, eicosanol, heneicosanol, behenyl alcohol, tricosanol, tetracosanol, pentacosanol, hexacosanol, heptacosanol, octacosanol, nonaosanol, triacontanol; (2) Isopropyl alcohol, isobutyl alcohol, isohexanol, 2-ethylhexyl alcohol, isononanol, isodecyl alcohol, isododecyl alcohol, isotridecyl alcohol, isotetradecyl alcohol, isopentyl alcohol, isohexadecyl alcohol, isoheptadecyl alcohol, isostearyl alcohol, isononadecyl alcohol, isoeicosanyl alcohol, isodi-undecyl alcohol, isodocosyl alcohol, isotridecyl alcohol, isotetracosyl alcohol, isopentacosyl alcohol, isodi-heptadecyl alcohol, isooctadecyl alcohol, isoicosayl alcohol, isotriacontyl alcohol, etc.; (3) Linear enols such as tetradecenol, hexadecenol, heptadecene, octadecenol, nonadecene, etc.; (4) branched enols such as isocetylenol and isostearyl enol; (5) cyclic alkanols such as cyclopentanol and cyclohexanol; (6) And aromatic alcohols such as phenol, nonylphenol, benzyl alcohol, monostyrenated phenol, distyrenated phenol, tristyrenated phenol, and the like.
Specific examples of carboxylic acids used as the raw material of the nonionic surfactant (B) include (1) linear alkyl carboxylic acids such as octanoic acid, nonanoic acid, decanoic acid, undecanoic acid, dodecanoic acid, tridecanoic acid, tetradecanoic acid, pentadecanoic acid, hexadecanoic acid, heptadecanoic acid, octadecanoic acid, nonadecanoic acid, eicosanoic acid, heneicosanoic acid, and docosylic acid; (2) Branched alkyl carboxylic acids such as 2-ethylhexanoic acid, isododecanoic acid, isotridecanoic acid, isotetradecanoic acid, isohexadecanoic acid, and isostearic acid; (3) Linear alkenyl carboxylic acids such as octadecenoic acid, octadecadienoic acid, and octadecatrienoic acid; (4) aromatic carboxylic acids such as benzoic acid.
Specific examples of the alkylene oxide used as a raw material of the nonionic surfactant (B) include ethylene oxide, propylene oxide, and the like. The number of addition moles of the alkylene oxide is preferably 0.1 to 60 moles, more preferably 1 to 40 moles, and most preferably 2 to 30 moles. Any combination of the upper limit and the lower limit may be used. Wherein the number of addition moles of alkylene oxide represents the number of moles of alkylene oxide relative to 1 mole of alcohol or carboxylic acid in the charged raw material. When a plurality of alkylene oxides are used, they may be block adducts or random adducts.
Specific examples of the polyhydric alcohol used as a raw material of the nonionic surfactant (B) include ethylene glycol, propylene glycol, 1, 3-propane diol, 1, 2-butane diol, 1, 3-butane diol, 1, 4-butane diol, 2-methyl-1, 2-propane diol, 1, 5-pentane diol, 1, 6-hexane diol, 2, 5-hexane diol, 2-methyl-2, 4-pentane diol, 2, 3-dimethyl-2, 3-butane diol, glycerin, 2-methyl-2-hydroxymethyl-1, 3-propane diol, trimethylolpropane, sorbitan, neopentyl glycol, sorbitol, and the like.
Specific examples of the alkylamine used as the raw material of the nonionic surfactant (B) include methylamine, ethylamine, butylamine, octylamine, laurylamine, octadecylamine, cocoamine, and the like.
Specific examples of the nonionic surfactant (B) include, for example, those obtained by adding 10 moles of ethylene oxide (hereinafter referred to as EO) to 1 mole of oleyl alcohol, those obtained by adding 10 moles of EO to 1 mole of isotridecyl alcohol, those obtained by randomly adding 10 moles of EO to 10 moles of propylene oxide (hereinafter referred to as PO) to 1 mole of isotridecyl alcohol, those obtained by adding 10 moles of EO to 1 mole of hardened castor oil, those obtained by esterifying 3 moles of oleic acid after adding 20 moles of EO to 1 mole of hardened castor oil, those obtained by adding 25 moles of EO to 1 mole of hardened castor oil, and then crosslinking with adipic acid, and those obtained by terminal esterification with stearic acid (average molecular weight: 5000), sorbitan monooleate, sorbitan trioleate, diesters obtained by polyethylene glycol (average molecular weight: 600) and oleic acid, diesters obtained by polyethylene glycol (average molecular weight: 400) and lauric acid, monoesters obtained by polyethylene glycol (average molecular weight: 600) and oleic acid, those obtained by esterifying 3 moles of EO to 1 mole of laurylamine, and those obtained by adding 10 moles of laurylamine.
The content of the nonionic surfactant (B) in the treating agent can be appropriately set, and is preferably 5 mass% or more and 70 mass% or less, more preferably 10 mass% or more and 65 mass% or less, and most preferably 20 mass% or more and 60 mass% or less. Any combination of the upper limit and the lower limit may be used. By limiting the numerical range, the effects of the present invention can be further enhanced.
(phosphate Compound (C1))
The phosphate compound (C1) contains at least one selected from the group consisting of a phosphate P1 represented by the following chemical formula (1), a phosphate P2 represented by the following chemical formula (2), a phosphate P3 represented by the following chemical formula (3), and a phosphate P4 represented by the following chemical formula (4).
[ chemical 5]
In the chemical formula (1), the amino acid,
R 1 a residue obtained by removing a hydroxyl group from an alkyl group having 8 to 24 carbon atoms, an alkenyl group having 8 to 24 carbon atoms, or an alkylene oxide having 2 to 3 carbon atoms, which is obtained by adding 1 mole to 20 moles in total of an aliphatic alcohol having 8 to 24 carbon atoms,
M 1 m and M 2 Hydrogen atom, alkali metal, alkaline earth metal (1/2), organic amine salt, ammonium, or phosphonium,
m is an integer of 2 or 3.
These phosphoric acid esters P1 may contain one kind of phosphoric acid ester P1 alone, or may contain two or more kinds of phosphoric acid esters P1.
Form R 1 The alkyl group may be a linear alkyl group or an alkyl group having a branched structure. Form R 1 The alkenyl group may be a straight chain alkenyl group or an alkenyl group having a branched structure.
Form R 1 Specific examples of the straight-chain alkyl group of (a) include octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, eicosyl, docosyl, tricosyl, tetracosyl and the like.
Form R 1 Specific examples of the alkyl group having a branched structure include isooctyl, isononyl, isodecyl, isoundecyl, isododecyl, isotridecyl, isotetradecyl, isopentdecyl, isohexadecyl, isoheptadecyl, isooctadecyl, isoeicosyl, isodocosyl, isotricosyl, and isotetracosyl.
Form R 1 Specific examples of the straight-chain alkenyl group of (a) include octenyl group, nonenyl group, decenyl group, undecenyl group, dodecenyl group, tridecenyl group, tetradecenyl group, pentadecenyl group, hexadecenyl group, heptadecenyl group, octadecyl group, eicosenyl group, docosyl group, tricosyl group, tetracosyl group and the like.
Form R 1 Specific examples of the alkenyl group having a branched structure of (a) include isooctenyl group, isononyl group, isodecyl group, isoundecenyl group, isododecenyl group, isotridenyl group, isotetradecenyl group, isopentdecyl group, isohexadecenyl group, isoheptadecyl group, isostearenyl group, isoeicosenyl group, isodocosyl group, isotricosyl group, and isotetracosyl group.
Specific examples of the aliphatic alcohols having 8 to 24 carbon atoms which are the residues after removal of the hydroxyl groups by adding 1 mol to 20 mol of the total aliphatic alcohols having 8 to 24 carbon atoms and 2 to 3 carbon atoms are exemplified by the aliphatic monohydric alcohols exemplified as the starting materials of the ester oil.
Specific examples of alkylene oxides include ethylene oxide and propylene oxide. Wherein the number of addition moles of alkylene oxide represents the number of moles of alkylene oxide relative to 1 mole of aliphatic alcohol in the charged raw material. When a plurality of alkylene oxides are used, they may be block adducts or random adducts.
Form R 1 Specific examples of the residue after removal of the hydroxyl group by adding 1 mole of the total of 1 to 20 moles of the alkylene oxide having 2 to 3 carbon atoms to 1 mole of the aliphatic alcohol having 8 to 24 carbon atoms include, for example, 2 moles of EO added to 2-ethylhexanol, random addition of 2 moles of EO to n-octanol, and random addition of 2 moles of EO to n-octanol A residue after removal of a hydroxyl group, such as a 2-mole PO former, a 3-mole lauryl alcohol-added EO former, an isostearyl alcohol-added 3-mole EO former, an isostearyl alcohol-randomly added 3-mole EO and 3-mole PO former, a cetyl alcohol-added 3-mole EO former, an isocetyl alcohol-added 3-mole EO former, an oleyl alcohol-added 4-mole EO former, an isostearyl alcohol-added 4-mole EO former, an oleyl alcohol-added 3-mole EO former, an oleyl alcohol-randomly added 4-mole EO and 4-mole PO former, and an isotridecyl alcohol-added 5-mole EO former.
M 1 M and M 2 Respectively represent a hydrogen atom, an alkali metal, an alkaline earth metal (1/2), an organic amine salt, ammonium, or phosphonium. Wherein, since the alkaline earth metal is 2-valent, "alkaline earth metal (1/2)" means that M 1 Or M 2 1/2 mole of the total. Specific examples of the alkali metal include sodium, potassium, lithium, and the like. Specific examples of the alkaline earth metal include magnesium and calcium.
Specific examples of the organic amine include (1) aliphatic amines such as methylamine, dimethylamine, trimethylamine, ethylamine, diethylamine, triethylamine, N-diisopropylethylamine, butylamine, dibutylamine, 2-methylbutylamine, tributylamine, octylamine, laurylamine, and dimethyllaurylamine; (2) Aromatic amines or heterocyclic amines such as aniline, N-methylbenzylamine, pyridine, morpholine, piperazine, and these derivatives; (3) Alkanolamines such as monoethanolamine, N-methylethanolamine, diethanolamine, triethanolamine, isopropanolamine, diisopropanolamine, triisopropanolamine, dibutylethanolamine, butyldiethanolamine, octyldiethanolamine, and lauryl diethanolamine; (4) aromatic amines such as 3-amino-modified propylene; (5) Polyoxyalkylene alkylamine ethers such as polyoxyethylene laurylamine ether and polyoxyethylene stearyl amine ether.
Specific examples of the phosphonium include quaternary phosphonium such as tetramethyl phosphonium, tetraethyl phosphonium, tetrabutyl phosphonium, tetraoctyl phosphonium, dibutyl dihexyl phosphonium, trihexyl tetradecyl phosphonium, triethyl octyl phosphonium and triphenyl methyl phosphonium.
The phosphate ester P2 is represented by the following chemical formula (2).
[ chemical 6]
In the chemical formula (2), the amino acid,
R 2 r is R 3 The residue obtained by removing a hydroxyl group from an alkyl group having 8 to 24 carbon atoms, an alkenyl group having 8 to 24 carbon atoms, or an alkylene oxide having 2 to 3 carbon atoms, which is obtained by adding 1 mole to 1 mole of an aliphatic alcohol having 8 to 24 carbon atoms,
M 3 is hydrogen atom, alkali metal, alkaline earth metal (1/2), organic amine salt, ammonium, or phosphonium,
n is an integer of 2 or 3.
These phosphoric acid esters P2 may be used alone as one kind of phosphoric acid esters P2, or two or more kinds of phosphoric acid esters P2 may be used in combination as appropriate.
Form R 2 Or R is 3 The alkyl group may be a linear alkyl group or an alkyl group having a branched structure. Form R 2 Or R is 3 The alkenyl group may be a straight chain alkenyl group or an alkenyl group having a branched structure.
Form R 2 Or R is 3 Specific examples of the alkyl group of (2) include R constituting the formula (1) 1 Is exemplified by alkyl groups of (2). Form R 2 Or R is 3 Specific examples of alkenyl groups of (2) include R of the formula (1) 1 Alkenyl groups are exemplified.
Form R 2 Or R is 3 Specific examples of the residue after removal of the hydroxyl group of the alkylene oxide having 2 to 3 carbon atoms added to 1 mole of the aliphatic alcohol having 8 to 24 carbon atoms in total may be R of the formula (1) 1 Specific examples are listed.
M 3 Specific examples of (B) include M of the formula (1) 1 Or M 2 As exemplified.
The phosphate ester P3 is represented by the following chemical formula (3).
[ chemical 7]
In the chemical formula (3), the amino acid,
R 4 a residue obtained by removing a hydroxyl group from an alkyl group having 8 to 24 carbon atoms, an alkenyl group having 8 to 24 carbon atoms, or an alkylene oxide having 2 to 3 carbon atoms, which is obtained by adding 1 mole to 1 mole of an aliphatic alcohol having 8 to 24 carbon atoms,
M 4 m and M 5 Hydrogen atom, alkali metal, alkaline earth metal (1/2), organic amine salt, ammonium, or phosphonium, respectively.
These phosphoric acid esters P3 may be used singly of one kind of phosphoric acid esters P3, or two or more kinds of phosphoric acid esters P3 may be used in combination as appropriate.
Form R 4 The alkyl group may be a linear alkyl group or an alkyl group having a branched structure. Form R 4 The alkenyl group may be a straight chain alkenyl group or an alkenyl group having a branched structure.
Form R 4 Specific examples of the alkyl group of (2) may be mentioned as R constituting the formula (1) 1 Is exemplified by alkyl groups of (2). Form R 4 Specific examples of alkenyl groups of (2) include R of the formula (1) 1 Alkenyl groups are exemplified.
Form R 4 Specific examples of the residue after removal of the hydroxyl group by adding 1 mole of the total of 1 to 20 moles of the alkylene oxide having 2 to 3 carbon atoms to 1 mole of the aliphatic alcohol having 8 to 24 carbon atoms may be represented by R of the formula (1) 1 Specific examples are listed.
M 4 Or M 5 Specific examples of (B) include M of the formula (1) 1 Or M 2 As exemplified.
The phosphate ester P4 is represented by the following chemical formula (4).
[ chemical 8]
In the chemical formula (4), the amino acid,
R 5 r is R 6 An alkyl group having 8 to 24 carbon atoms, an alkenyl group having 8 to 24 carbon atoms, or an alkylene group having 8 to 24 carbon atoms, respectivelyThe residue after removal of the hydroxyl group is obtained by adding 1 mole or more and 20 moles or less of the total of 1 mole or more and 3 or less of the alkylene oxide having 2 or more carbon atoms to the lower aliphatic alcohol,
M 6 is a hydrogen atom, an alkali metal, an alkaline earth metal (1/2), an organic amine salt, ammonium, or phosphonium.
These phosphoric acid esters P4 may be used alone as one kind of phosphoric acid esters P4, or two or more kinds of phosphoric acid esters P4 may be used in combination as appropriate.
Form R 5 Or R is 6 The alkyl group may be a linear alkyl group or an alkyl group having a branched structure. Form R 5 Or R is 6 The alkenyl group may be a straight chain alkenyl group or an alkenyl group having a branched structure.
Form R 5 Or R is 6 Specific examples of the alkyl group of (2) include R constituting the formula (1) 1 Is exemplified by alkyl groups of (2). Form R 5 Or R is 6 Specific examples of alkenyl groups of (2) include R of the formula (1) 1 Alkenyl groups are exemplified.
Form R 5 Or R is 6 Specific examples of the residue after removal of the hydroxyl group by adding 1 mole of the total of 1 to 20 moles of the alkylene oxide having 2 to 3 carbon atoms to 1 mole of the aliphatic alcohol having 8 to 24 carbon atoms may be represented by R of the formula (1) 1 Specific examples are listed.
M 6 Specific examples of (B) include M of the formula (1) 1 Or M 2 As exemplified.
The phosphate compound (C1) is applicable as follows: in the P-nuclear NMR measurement in the alkali excess neutralization pretreatment, the total of the P-nuclear NMR integral ratios of the angelica belonging to the phosphate P1, the phosphate P2, the phosphate P3, and the phosphate P4 is set to 100%, and the P-nuclear NMR integral ratio of the angelica belonging to the phosphate P1 is 7% or less.
The above-mentioned "basic excessive neutralization pretreatment" means a pretreatment of adding an excessive amount of a base to the alkyl phosphate compound. The alkali is not particularly limited, and examples thereof include organic amines, hydroxides of alkali metals and alkaline earth metals, and the like. The alkali may be the same as or different from the alkali used in the synthesis of the phosphate salt. Specific examples of the organic amine include organic amines constituting the above-mentioned phosphate salt. Specific examples of the alkali metal or alkaline earth metal hydroxide include sodium hydroxide, potassium hydroxide, and magnesium hydroxide.
31 In the measurement of P-NMR, the peaks ascribed to the phosphates P1 to P4 can be clearly distinguished by performing the "basic excessive neutralization pretreatment", and the P-core integral ratio ascribed to each compound of the following formulas (1) to (4) can be calculated. Wherein, in the example column described below 31 The P-NMR measurement is performed by adding an amount of a base capable of separating the observed peaks to the phosphate compound to perform an alkali over-neutralization treatment.
The P-nuclear NMR integral ratio attributed to the phosphate P1 is represented by the following formula (1). The P-nuclear NMR integral ratio attributed to the phosphate P2 is represented by the following formula (2). The P-nuclear NMR integral ratio attributed to the phosphate P3 is represented by the following formula (3). The P-nuclear NMR integral ratio attributed to the phosphate P4 is represented by the following formula (4).
[ number 1]
P1_P％＝{P1_P/(P1_P+P2_P+P3_P+P4_P)}×100 (1)
In the formula (1) of the formula,
P1_P% represents the proportion of the integral of the P-nuclei NMR attributed to phosphate P1,
P1_P represents the P-nuclear NMR integral value attributed to phosphate P1,
P2_P represents the P-nuclear NMR integral value attributed to phosphate P2,
P3_P represents the P-nuclear NMR integral value attributed to phosphate P3,
P4-P represents the P-nuclear NMR integral value attributed to phosphate P4.
[ number 2]
P2_P％＝{P2_P/(P1_P+P2_P+P3_P+P4_P)}×100 (2)
In the mathematical formula (2),
P2_P% represents the proportion of the P-nuclei NMR integral ascribed to the phosphate P2,
P1_P represents the P-nuclear NMR integral value attributed to phosphate P1,
P2_P represents the P-nuclear NMR integral value attributed to phosphate P2,
P3_P represents the P-nuclear NMR integral value attributed to phosphate P3,
P4-P represents the P-nuclear NMR integral value attributed to phosphate P4.
[ number 3]
P3_P％＝{P3_P/(P1-P+P2_P+P3-P+P4_P)}×100 (3)
In the formula (3) of the formula,
P3_P% represents the proportion of the integrated NMR of the P-nuclei ascribed to the phosphate P3,
P1_P represents the P-nuclear NMR integral value attributed to phosphate P1,
P2_P represents the P-nuclear NMR integral value attributed to phosphate P2,
P3_P represents the P-nuclear NMR integral value attributed to phosphate P3,
P4-P represents the P-nuclear NMR integral value attributed to phosphate P4.
[ number 4]
P4_P6＝P4P╱(P1_P+P2_P+P3_P+P4_P)}×100(4)
In the formula (4) of the formula,
P4_P% represents the proportion of the integrated NMR of the P-nuclei ascribed to the phosphate P4,
P1_P represents the P-nuclear NMR integral value attributed to phosphate P1,
P2_P represents the P-nuclear NMR integral value attributed to phosphate P2,
P3_P represents the P-nuclear NMR integral value attributed to phosphate P3,
P4-P represents the P-nuclear NMR integral value attributed to phosphate P4.
When the phosphate compound (C1) contains the above-mentioned phosphate P2, it is preferable that: when the total of the P-nuclear NMR integral ratios attributed to the phosphate esters P1, P2, P3, and P4 is 100%, the P-nuclear NMR integral ratio attributed to the phosphate esters P2 is 5% to 50%. The effect of the present invention can be further enhanced by limiting the range.
When the phosphate compound (C1) contains the above-mentioned phosphate P2, it is preferable that: when the total of the P-nuclear NMR integral ratios of the phosphate esters P1, P2, P3, and P4 is 100%, the P-nuclear NMR integral ratio of the phosphate esters P1 is 5% or less, and the P-nuclear NMR integral ratio of the phosphate esters P2 is 10% or more and 45% or less. The effect of the present invention can be further enhanced by limiting the range.
When the phosphate compound (C1) contains the above-mentioned phosphate P2, more preferable is: when the total of the P-nuclear NMR integral ratios of the phosphate esters P1, P2, P3, and P4 is 100%, the P-nuclear NMR integral ratio of the phosphate esters P1 is 5% or less, and the P-nuclear NMR integral ratio of the phosphate esters P2 is 15% or more and 40% or less. By limiting the range, tension fluctuation can be further reduced. The range of any combination of the upper limit and the lower limit may be used.
The phosphate compound (C1) is obtained by: the alkyl phosphate is obtained by reacting a saturated aliphatic alcohol having 8 to 24 carbon atoms or an unsaturated aliphatic alcohol having 8 to 24 carbon atoms, for example, with phosphorus pentoxide, and optionally neutralizing or over-neutralizing the alkyl phosphate with a base such as potassium hydroxide or an amine. In the case of the above synthesis method, the phosphate compound is usually a mixture of a phosphate P1 represented by chemical formula (1), a phosphate P2 represented by chemical formula (2), a phosphate P3 represented by chemical formula (3), and a phosphate P4 represented by chemical formula (4). Among these mixtures, phosphate P1 is particularly liable to decompose during storage, and inorganic phosphoric acid and its salts are liable to be produced. Especially when the treating agent contains water. Inorganic phosphoric acid and its salts precipitate from the treating agent and further lower the heat resistance of the treating agent, which adversely affects the yarn making. In order to make the proportion of the P-nuclei NMR integral of the phosphate P1 7% or less, it is preferable to dehydrate the raw material before the phosphorylation step or to use an inert gas atmosphere or the like in the phosphorylation step while avoiding the reaction with moisture, and particularly preferable to avoid the use of wet phosphorus pentoxide. Water may be added to the phosphate compound (C1), and the phosphate compound may be decomposed by heating to about 100 ℃. At this time, inorganic phosphoric acid and salts thereof are produced by thermal decomposition of the phosphoric acid ester P1. From the viewpoint of improving heat resistance, it is preferable to remove the inorganic phosphoric acid and its salt from the treating agent. These can be removed by known purification techniques, such as adsorption treatment. The phosphate compound (C1) may be prepared by mixing the phosphate P1 represented by the formula (1), the phosphate P2 represented by the formula (2), the phosphate P3 represented by the formula (3), and the phosphate P4 represented by the formula (4).
The content of the phosphate compound (C1) in the treating agent can be appropriately set, and in a state where a salt is not formed with the neutralizing agent, it is preferably 0.1 mass% or more and 10 mass% or less, more preferably 0.3 mass% or more and 5 mass% or less. Any combination of the upper limit and the lower limit may be used. By limiting the numerical range, the effects of the present invention can be further enhanced. Further, by limiting the range, the function of the treating agent such as antistatic property can be more effectively exhibited.
(Ionic surfactant (C))
The treating agent may contain an ionic surfactant (C) other than the phosphate compound (C1). The ionic surfactant (C) other than the phosphate compound (C1) may be appropriately used. Examples of the ionic surfactant include anionic surfactants, cationic surfactants and amphoteric surfactants.
Specific examples of the anionic surfactant include (1) aliphatic sulfonate or aromatic sulfonate such as lauryl sulfonate, myristyl sulfonate, cetyl sulfonate, oleyl sulfonate, stearyl sulfonate, tetradecyl sulfonate, α -olefin sulfonate, dodecylbenzene sulfonate, and secondary alkyl sulfonate; (2) Sulfate esters of aliphatic alcohols such as lauryl sulfate, oleyl sulfate and stearyl sulfate; (3) Fatty alcohols such as polyoxyethylene lauryl ether sulfate, polyoxyalkylene (polyoxyethylene, polyoxypropylene) lauryl ether sulfate, and polyoxyethylene oleyl ether sulfate, and sulfate salts of alkylene oxides selected from at least one of EO and PO; (4) Fatty acid sulfate salts such as castor oil fatty acid sulfate salt, sesame oil fatty acid sulfate salt, rosin oil fatty acid sulfate salt, soybean oil fatty acid sulfate salt, vegetable oil fatty acid sulfate salt, palm oil fatty acid sulfate salt, lard fatty acid sulfate salt, tallow fatty acid sulfate salt, whale oil fatty acid sulfate salt, and the like; (5) Sulfate salts of oils such as sulfate salts of castor oil, sulfate salts of sesame oil, sulfate salts of rosin oil, sulfate salts of soybean oil, sulfate salts of vegetable seed oil, sulfate salts of palm oil, sulfate salts of lard, sulfate salts of beef tallow, and sulfate salts of whale oil; (6) Fatty acid salts such as laurate, oleate, stearate, and dodecenyl succinate; (7) Sulfosuccinic acid ester salts of aliphatic alcohols such as dioctyl sulfosuccinate and the like. Examples of the counter ion of the anionic surfactant include alkali metal salts such as potassium salt and sodium salt, ammonium salt, alkanolamine salts such as triethanolamine, and the like.
Specific examples of the cationic surfactant include lauryl trimethylammonium chloride, cetyl trimethylammonium chloride, stearyl trimethylammonium chloride, behenyl trimethylammonium chloride, and didecyl dimethylammonium chloride.
Specific examples of the amphoteric surfactant include betaine-type amphoteric surfactants.
These ionic surfactants (C) may be used alone or in combination of two or more kinds.
(fatty acid (D))
The fatty acid (D) is a saturated or unsaturated chain monocarboxylic acid, but does not contain a hydroxy fatty acid having a hydroxyl group having 6 or less carbon atoms. The number of carbon atoms, the presence or absence of branching, and the like of the fatty acid (D) are not particularly limited. From the viewpoint of more efficiently exhibiting the effects of the present invention, the fatty acid (D) is preferably a monohydric fatty acid having 8 to 24 carbon atoms.
Specific examples of the saturated fatty acid include 2-ethylhexanoic acid, caprylic acid (caproic acid), pelargonic acid, capric acid (capric acid), lauric acid, myristic acid (myristic acid), palmitic acid (palmitic acid), stearic acid (stearic acid), eicosanoic acid (arachic acid), behenic acid (Shusuan), and tetracosanoic acid. Specific examples of the unsaturated fatty acid include myristoleic acid, palmitoleic acid, oleic acid, taurine, eicosanoic acid, linoleic acid, alpha linolenic acid, gamma linolenic acid, arachic acid, and ricinoleic acid. In addition, the fatty acid may be a natural fatty acid. Specific examples of the natural-derived fatty acid include castor oil fatty acid, sesame oil fatty acid, rosin oil fatty acid, soybean oil fatty acid, vegetable oil fatty acid, palm oil fatty acid, lard fatty acid, tallow fatty acid, whale oil fatty acid, coconut oil fatty acid, and the like.
These fatty acids (D) may be used alone or in combination of two or more kinds.
The lower limit of the content ratio of the fatty acid (D) in the treating agent is not particularly limited, but is preferably 0.01 mass% or more, more preferably 0.05 mass% or more. The upper limit of the content ratio of the fatty acid (D) in the treating agent is not particularly limited, but is preferably 3 mass% or less, more preferably 2 mass% or less. Any combination of the upper limit and the lower limit may be used. By limiting the range, the effects of the present invention can be exhibited more efficiently.
In addition, the treatment agent may contain other carboxylic acids other than the fatty acid (D). Examples of the other carboxylic acid include hydroxy acids having 6 or less carbon atoms such as citric acid, lactic acid and malic acid, and polybasic fatty acids.
(alcohol Compound (E))
The treatment agent may further comprise an alcohol compound (E). The alcohol compound (E) has an effect of further improving the heat resistance of the treating agent. Examples of the alcohol compound (E) include monohydric alcohols and polyhydric alcohols. Examples of the monohydric alcohol include lower alcohols and higher alcohols. The polyol may be a polyol having a valence of 2 to 4. By using the compound, the precipitation of the treating agent can be prevented from falling off the heating roller, and tar can be prevented from accumulating.
The presence or absence of an unsaturated bond in the monohydric alcohol is not particularly limited, and may be an alcohol having a linear or branched hydrocarbon group or an alcohol having a ring. In the case of alcohols having branched hydrocarbon groups, the branched positions are not particularly limited. In addition, the alcohol may be a 1 st alcohol, or may be a second or 3 rd alcohol. Specific examples of the monohydric alcohol include methanol, ethanol, propanol, octanol, nonanol, decanol, undecanol, lauryl alcohol, tridecyl alcohol, myristyl alcohol, pentadecyl alcohol, cetyl alcohol, stearyl alcohol, arachidyl alcohol, behenyl alcohol, lignoceryl alcohol, oleyl alcohol, isopropyl alcohol, 2-ethylhexanol, isododecyl alcohol, isotridecyl alcohol, isomyristyl alcohol, isocetyl alcohol, isostearyl alcohol, and isotwenty-four alcohol.
Specific examples of the diol (diol) include ethylene glycol, propylene glycol, 1, 3-propane diol, 1, 2-butane diol, 1, 3-butane diol, 1, 4-butane diol, 2-methyl-1, 2-propane diol, 1, 5-pentane diol, 1, 6-hexane diol, 2, 5-hexane diol, 2-methyl-2, 4-pentane diol, 2, 3-dimethyl-2, 3-butane diol, diethylene glycol, polyethylene glycol, dipropylene glycol, polypropylene glycol, and a copolymer of polyethylene glycol and polypropylene glycol.
Specific examples of the tri-or tetrahydric alcohol include glycerol, diglycerol, neopentyl tetraol, trimethylolethane, trimethylolpropane, butanetriol, pentanetriol, hexanetriol and the like.
These alcohol compounds (E) may be used alone or in combination of two or more kinds. Among these, polyhydric alcohols are preferred from the viewpoint of stability improvement.
The content of the alcohol compound (E) in the treating agent can be appropriately set, and is preferably 0.001 mass% to 5 mass%, more preferably 0.01 mass% to 3 mass%, and most preferably 0.05 mass% to 2.9 mass%. Any combination of the upper limit and the lower limit may be used. By limiting the range, stability can be further improved, and tar accumulation can be suppressed.
(others)
In the treating agent, the concentration of the phosphate ion detected from the treating agent by ion chromatography is preferably 200ppm or less, more preferably 150ppm or less. By limiting the range, the accumulation of the treating agent or tar on the heating roller can be suppressed.
< embodiment 2 >
Next, embodiment 2 of the synthetic fiber embodying the present invention will be described. The treatment agent of embodiment 1 is attached to the synthetic fiber of this embodiment. The form of the treating agent when the treating agent is attached to the synthetic fibers may be a diluted solution diluted with a diluting solvent, for example, a low-viscosity mineral oil solution, an organic solvent solution, or an aqueous solution. According to the treating agent of embodiment 1, the storage stability of the treating agent diluted with a nonpolar solvent such as a low-viscosity mineral oil can be particularly improved. The synthetic fiber can be obtained by the steps of: for example, a diluted solution of a treating agent such as an aqueous liquid is attached to the synthetic fibers in a spinning step or a drawing step. The diluent attached to the synthetic fibers may also be used to evaporate the diluent solvent by an extension step, a drying step. The timing of attaching the treating agent to the synthetic fiber is not particularly limited as long as it is performed in the spinning step. The effect of the invention can be expected even more by using a manufacturing apparatus having a step of passing through a drum at 150 ℃ or higher in the stretching or heat treatment step, or by using the apparatus in such a step.
Specific examples of the synthetic fiber to which the treatment agent is applied in the present embodiment are not particularly limited, and examples thereof include (1) polyester-based fibers such as polyethylene terephthalate (PET), polypropylene terephthalate, polybutylene terephthalate, polyethylene naphthalate, polylactic acid, and composite fibers formed from these polyester-based resins; (2) polyamide fibers such as nylon 6 and nylon 66; (3) Polyacrylic acid fibers such as polyacrylic acid and modified acrylic acid; and (4) polyolefin fibers such as polyethylene and polypropylene. Among these, polyester fibers and polyamide fibers are preferable.
The proportion of the treating agent to be attached to the synthetic fibers is not particularly limited, but is preferably a proportion of 0.1 mass% or more and 3 mass% or less (no solvent such as water) to be attached to the synthetic fibers. With this configuration, the effects of the present invention can be further enhanced. The method for adhering the treating agent is not particularly limited, and for example, a known method such as a roll-type oil feeding method, a pilot oil feeding method using a metering pump, a dipping oil feeding method, or a spray oil feeding method can be used.
The operation and effects of the treatment agent and the synthetic fiber according to the present embodiment will be described.
The treatment agent of the present embodiment contains a smoothing agent, a nonionic surfactant, a fatty acid, and a predetermined phosphate compound. In this way, the heat resistance of the treatment agent is improved, and the storage stability of the treatment agent is also improved. As a result, particularly, the precipitate and the precipitate derived from the inorganic phosphoric acid or the salt thereof, which are generated by the decomposition of the phosphoric acid ester P1, and tar and the like generated in the shredding can be suppressed.
In addition, the tension of rubbing between the moving wire to which the treating agent is applied and the drum, that is, the fluctuation of friction and the generation of tar can be reduced.
The above embodiment may be modified as follows. The above-described embodiments and the following modifications can be combined with each other within a range that is not technically contradictory.
The treatment agent of the above embodiment may further contain components generally used for the treatment agent, such as a stabilizer, a charge control agent, a linking agent, an antioxidant, and an ultraviolet absorber, for maintaining the quality of the treatment agent, within a range that does not impair the effects of the present invention.
The treatment agent according to the above embodiment may further contain water within a range that does not impair the effects of the present invention. The water content is preferably more than 0 mass% and 4 mass% or less from the viewpoint of improving the stability of the treating agent.
Examples
Examples and the like are given below for more specifically explaining the constitution and effects of the present invention, but the present invention is not limited to these examples. In the following description of examples and comparative examples, parts are parts by mass and% are% by mass.
Test class 1 (Synthesis of phosphate Compound (C1))
The phosphate compounds used in the treatment agents of the examples and comparative examples were synthesized by the following methods.
Synthesis of phosphate Compound (P-1)
The isocetyl alcohol used as the starting material alcohol was dehydrated under reduced pressure at 105 ℃. Isocetyl alcohol was charged into a four-necked flask, phosphorus pentoxide was slowly added under nitrogen atmosphere, and the mixture was stirred at 70.+ -. 5 ℃ for 3 hours to carry out a phosphorylation reaction. The phosphate was purified by column chromatography, followed by mixing with dibutylethanolamine as a neutralizing agent, and stirred at 50℃for 1 hour to thereby synthesize a phosphate compound (P-1). The filling amount of dibutylethanolamine is calculated from the amount of the phosphate and its acid value (acid value at the titration end point of about pH11 obtained by titration with 1mol/L KOH solution) and the alkali value of dibutylethanolamine (filling amount of dibutylethanolamine=filling amount of the phosphate×acid value/alkali value).
Phosphate ester compounds (P-2 to P-7, rP-1, rP-2)
The phosphate compounds (P-2 to P-7) were synthesized in the same manner as P-1 using the starting materials described in Table 1 as starting alcohols. Wherein the phosphorylation reaction of the phosphate compound (rP-1, rP-2) is carried out under the atmosphere, and the phosphorus pentoxide as a raw material is left under the atmosphere (room temperature: about 27 ℃ C., relative humidity: about 80%) before the complete input after the unsealing of the reagent bottle (about 30 minutes are required from the start of the input to the end of the input). The phosphate compound (rP-1) is neutralized by charging the phosphate compound into an aqueous potassium hydroxide solution, stirring the mixture, and naturally drying the mixture for use as a treating agent.
The raw material alcohols constituting the alkyl groups of the phosphate compounds (P-1 to P-7, rP-1, rP-2) and the neutralizing agent (alkali) for forming a salt, which are mixed in the treating agent, are shown in the "raw material alcohols" column and the "neutralizing agent" column of Table 1, respectively.
P-Nuclear NMR measurement method
0.15g of laurylamine as a base was added to 0.10g of each phosphate compound (C1) synthesized in the above manner, and the mixture was stirred for pretreatment. In addition, use is made of 31 P-NMR was obtained to obtain the NMR integral values of the respective P nuclei belonging to the phosphates P1 to P4.
Wherein the proportion of the integration of the P-nuclei NMR is as follows 31 Measured values by P-NMR (trade name MERCURY plus NMR Spectrometor System, 300MHz, manufactured by VALIAN Co.). Wherein the solvent is deuterated chloroform. Based on the above formulas (1) to (4), the integral proportion (%) of each P core NMR attributed to the phosphate esters P1 to P4 was obtained. The product of the value calculated from the formulas (1) to (4) of each phosphate compound (C1) and the P-nuclear NMR of the treating agent in which each phosphate compound (C1) is mixedThe ratio examples are equal.
The P-nuclear NMR integral (%) of each of the phosphate esters P1 to P4 obtained by the P-nuclear NMR measurement in the phosphate ester compound is shown in the column "P-nuclear NMR integral (%)" of table 1.
TABLE 1
Test class 2 (preparation of treatment Agents)
The treatment agents used in each example and each comparative example were prepared by using the respective components shown in tables 2 and 3 and using the following preparation methods.
A mixture of 30 parts (%) of trimethylolpropane trioleate (L-1) as a smoothing agent (A), 30 parts (%) of vegetable seed oil (L-3), 2 parts (%) of diisostearyl thiodipropionate (LS-1), 1 part (%) of trimethylolpropane dioleate (pL-1), 5 parts (%) of a mixture of 1 mol of isotridecyl alcohol and 10 mol of PO (N-3), 14 parts (%) of a mixture of 1 mol of hardened castor oil and 10 mol of EO (N-4), 14 parts (%) of a mixture of 14 parts (N-5) of a mixture of 2 mol of oleic acid and 3 mol of EO (N-5) after 1 mol of hardened castor oil and 1 mol of EO (3) added, 1.5 parts (%) of a phosphate compound (P-1) as an ionic surfactant, 1.2 parts (%) of sodium dialkylsulfonate (C=14 to 17) (S-1), 1.2 parts (%) of a mixture of fatty acid (F-3) and 0.E as a fatty acid (F-3) was uniformly treated to give 0.0 part (%).1 part of an aliphatic alcohol.
In examples 2 to 20 and comparative examples 1 to 5, treatment agents were prepared in which the smoothing agent (a), the nonionic surfactant (B), the ionic surfactant (C), the fatty acid (D) and the alcohol compound (E) were mixed in the proportions shown in tables 2 and 3 in the same manner as in example 1. Wherein, 1,3, 5-tris (4-t-butyl-3-hydroxy-2, 6-dimethylbenzyl) isocyanuric acid was added as an antioxidant in a proportion of 0.8 parts per 100 parts of the treating agent in examples 3, 4, 5, 6, 9, 11 except the raw materials of Table 2.
The phosphate ion in the treating agent was measured by ion chromatography under the following conditions. The results are shown in the column "phosphate ion concentration" of tables 2 and 3.
1g of the sample (containing volatile components) was accurately measured, and a 10% aqueous 2-propanol solution was added thereto in small amounts while stirring, and a constant volume solution was prepared in a 100mL flask. 1mL of the prepared aqueous solution was passed through an ODS (silica gel chemically bonded to octadecyl) pretreatment cartridge and then used for ion chromatography analysis. Detection was performed by the following ion chromatography conditions. The detected amount was measured by using the peak area ratio with respect to the standard solution of a known concentration, and the phosphate ion (PO) was converted 4 3- ) Is a combination of the amounts of (a) and (b).
Ion chromatography conditions
The device comprises: IC2001 support manufactured by Tosoh corporation
Analysis column: TSKgel SuperIC-AZ inner diameter 4.6mm x 75mm length manufactured by Tosoh corporation
Protection tubular column: TSKgel guardcolumn SuperIC-AZ, manufactured by Tosoh Co., ltd., inner diameter 4.0 mm. Times.length 10mm
Dissolving liquid: 4.8mmol of Na 2 CO 3 NaHCO 2.8mmol 3 23% by volume aqueous methanol solution
Flow rate: 0.6mL/min.
The types and content ratios of the smoothing agent (a), the nonionic surfactant (B), the ionic surfactant (C), the fatty acid (D), and the alcohol compound (E) in the treating agents of each example are shown in columns "smoothing agent (a)", nonionic surfactant (B) ", ionic surfactant (C)", fatty acid (D) ", and alcohol compound (E)", respectively, of tables 2 and 3.
The mass ratio of the complete ester compound (A1) to the sulfur-containing ester compound (A2) and the mass ratio of the complete ester compound (A1) to the partial ester compound (A3) in the treating agents of each example are shown in the columns "content ratio (A1)/(A2)" and "content ratio (A1)/(A3)" in tables 2 and 3, respectively.
TABLE 2
TABLE 3
The smoothing agent (a), the nonionic surfactant (B), the ionic surfactant (C), the fatty acid (D), and the alcohol compound (E) described in tables 2 and 3 are described in detail below.
(smoother (A))
L-1: trimethylol propane trioleate
L-2: diisostearyl adipate
L-3: vegetable seed oil
LS-1: diisostearyl thiodipropionate
LS-2: dioleyl thiodipropionate
pL-1: trimethylolpropane dioleate
pL-2: glycerol dioleate
eL-1: octyl palmitate
(nonionic surfactant (B))
N-1: adding 10 moles of EO to 1 mole of oleyl alcohol
N-2: adding 10 moles of EO to 1 mole of isotridecyl alcohol
N-3: 1 mole of isotridecyl alcohol is obtained by randomly adding 10 moles of EO and 10 moles of PO
N-4: 1 mole of hardened castor oil to 10 moles of EO
N-5: esterification of hardened castor oil with 3 moles of oleic acid after addition of 20 moles of EO to 1 mole of hardened castor oil
N-6: a compound (average molecular weight: 5000) obtained by adding EO 25 mol to 1 mol of hardened castor oil, crosslinking with adipic acid, and terminal esterification with stearic acid
N-7: sorbitan monooleate
N-8: sorbitan trioleate
N-9: diester of polyethylene glycol (average molecular weight 600) with oleic acid
N-10: diester of polyethylene glycol (average molecular weight 400) with lauric acid
N-11: monoester of polyethylene glycol (average molecular weight 600) with oleic acid
N-12: adding EO 3 mol to laurylamine 1 mol
N-13: adding 10 moles of EO to 1 mole of laurylamine
(Ionic surfactant (C))
S-1: sodium secondary alkane sulfonate (C=14-17)
S-2: dioctyl sodium sulfosuccinate
S-3: dodecyl benzene sulfonic acid potassium salt
S-4: alpha-olefin sodium sulfonate
(fatty acid (D))
F-1: octanoic acid
F-2: oleic acid
F-3: vegetable seed fatty acid
F-4: palm fatty acid
rF-1: citric acid
rF-2: lactic acid
(alcohol Compound (E))
AL-1: isocetyl alcohol
AL-3: oleyl alcohol
AL-5: glycerol
AL-6: diglycerol
AL-7: polyethylene glycol (average molecular weight 200)
AL-8: polyethylene glycol (average molecular weight 400)
AL-9: polypropylene glycol (average molecular weight 400)
AL-10: polyoxyethylene propylene glycol (PO 1 mol, EO 4 mol)
AL-11: ethylene glycol
AL-12: propylene glycol
Test class 3 (evaluation of treatment agent and synthetic fiber)
Evaluation of stability
The treating agent of example 1 and the treating agent of example 1 were modified to the other treating agents of the phosphate compounds (P-2 to 7, rP-1, rP-2) shown in Table 1. Wherein the mixing amount of the phosphoric acid compound is adjusted so that the amount of the phosphorus contained in the treating agent is the same as that when the phosphoric acid compound (P-1) is mixed. These were placed in sample bottles at 100g each. Next, 1g of distilled water was added thereto. The flask was allowed to stand at 70℃for 3 days, and whether or not particulate matter derived from inorganic phosphoric acid was re-precipitated at the bottom of the flask was observed, and stability was determined using the following criteria. The results are shown in the "stability" column of Table 1.
O (pass): no precipitation
X (reject): has precipitation
Evaluation of tension variation
The treatment agents were diluted with ion-exchanged water or organic solvent as appropriate to prepare 15% solutions. The above solution was applied to polyethylene terephthalate fibers (no yarn) having 1000dtex, 192 filement and an inherent viscosity of 0.93 in an amount of 3.0 mass% of nonvolatile components by the oil drum method, and then the diluent was dried to obtain test yarns.
The test yarn was brought into contact with a matted chrome needle having a surface temperature of 250℃at an initial tension of 1.5kg and a yarn speed of 1.0 m/min and moved thereon, and the tension value of the yarn after the matted chrome needle was measured. The movement time at the point in time when the tension value starts to rise to 10% after 20 minutes of movement was recorded and evaluated using the following criteria. The results are shown in the column "tension variation" in tables 2 and 3.
O (good): for more than 6 hours
O (pass): for more than 3 hours and less than 6 hours
X (reject): for less than 3 hours
Evaluation of Tar
Tar deposited on the matted chrome needle after 6 hours in the tension fluctuation test was observed, and the heat resistance of the treating agent was evaluated using the following criteria. The results are shown in the "tar" columns of tables 2 and 3.
O (good): tar was hardly observed
O (pass): brown tar was slightly observed
X (reject): a thicker brown or black tar was observed
From the evaluation results of the examples in tables 1 to 3, it was confirmed that the treatment agent according to the present invention was excellent in storage stability and reduced in tension fluctuation and tar.
The present invention also includes the following modes.
(appendix 1)
A treatment agent for synthetic fibers is characterized in that:
comprises a smoothing agent (A), a nonionic surfactant (B), an ionic surfactant (C) comprising a phosphate compound (C1) described below, and a fatty acid (D),
the smoothing agent (A) comprises the following full ester compound (A1) and the following partial ester compound (A3), the content ratio of the full ester compound (A1) and the partial ester compound (A3) is expressed as the mass ratio of the full ester compound (A1)/the partial ester compound (A3) =1/1 to 10000/1,
the phosphate compound (C1) contains at least one selected from the group consisting of a phosphate P1 represented by the following chemical formula (1), a phosphate P2 represented by the following chemical formula (2), a phosphate P3 represented by the following chemical formula (3) and a phosphate P4 represented by the following chemical formula (4), and when the total of the P-nuclear NMR integral ratios of the phosphate P1, the phosphate P2, the phosphate P3 and the phosphate P4 is 100%, the P-nuclear NMR integral ratio attributed to the phosphate P1 is 7% or less,
[ chemical 9]
In the chemical formula (1), the amino acid,
R 1 a residue obtained by removing a hydroxyl group from an alkyl group having 8 to 24 carbon atoms, an alkenyl group having 8 to 24 carbon atoms, or an alkylene oxide having 2 to 3 carbon atoms, which is obtained by adding 1 mole to 20 moles in total of an aliphatic alcohol having 8 to 24 carbon atoms,
M 1 m and M 2 Hydrogen atom, alkali metal, alkaline earth metal (1/2), organic amine salt, ammonium, or phosphonium,
m is an integer of 2 or 3,
[ chemical 10]
In the chemical formula (2), the amino acid,
R 2 r is R 3 The residue after removal of the hydroxyl group is an alkyl group having 8 to 24 carbon atoms, an alkenyl group having 8 to 24 carbon atoms, or an alkylene oxide having 2 to 3 carbon atoms, which is obtained by adding 1 mole to 1 mole of an aliphatic alcohol having 8 to 24 carbon atoms,
M 3 is hydrogen atom, alkali metal, alkaline earth metal (1/2), organic amine salt, ammonium, or phosphonium,
n is an integer of 2 or 3,
[ chemical 11]
In the chemical formula (3), the amino acid,
R 4 a residue obtained by removing a hydroxyl group from an alkyl group having 8 to 24 carbon atoms, an alkenyl group having 8 to 24 carbon atoms, or an alkylene oxide having 2 to 3 carbon atoms, which is obtained by adding 1 mole to 20 moles in total of an aliphatic alcohol having 8 to 24 carbon atoms,
M 4 M and M 5 Hydrogen atom, alkali metal, alkaline earth metal (1/2), organic amine salt, ammonium, or phosphonium,
[ chemical 12]
In the chemical formula (4), the amino acid,
R 5 r is R 6 Respectively alkyl group with 8 to 24 carbon atoms, alkenyl group with 8 to 24 carbon atoms, or total 1 mol to 20 mol carbon atoms of 1 mol to 1 mol of aliphatic alcohol with 8 to 24 carbon atomsAn alkylene oxide having a hydroxyl group content of 2 to 3,
M 6 is hydrogen atom, alkali metal, alkaline earth metal (1/2), organic amine salt, ammonium, or phosphonium,
the full ester compound (A1) is at least one selected from the group consisting of a full ester compound formed from a polyhydric alcohol having 3 to 6 carbon atoms and having a chain structure and a monohydric fatty acid having 8 to 24 carbon atoms, and a full ester compound formed from a monohydric alcohol having 8 to 24 carbon atoms and a polyhydric fatty acid having 3 to 10 carbon atoms,
the partial ester compound (A3) is a partial ester compound formed by a polyhydric alcohol having a chain structure and having 3 to 6 carbon atoms and a monohydric fatty acid having 8 to 24 carbon atoms.
(appendix 2)
The synthetic fiber treatment agent according to appendix 1, wherein the phosphate compound (C1) contains the phosphate P2, and the P-nuclear NMR integral ratio of the phosphate P2 is 5% to 50% when the total of the P-nuclear NMR integral ratios of the phosphate P1, the phosphate P2, the phosphate P3, and the phosphate P4 is 100%.
(appendix 3)
The treatment agent for synthetic fibers according to appendix 1 or 2, wherein the phosphate compound (C1) contains the phosphate ester P2, and the total of the P-nuclear NMR integral ratios of the phosphate ester P1, the phosphate ester P2, the phosphate ester P3, and the phosphate ester P4 is set to 100%, and the P-nuclear NMR integral ratio of the phosphate ester P1 is set to 5% or less, and the P-nuclear NMR integral ratio of the phosphate ester P2 is set to 10% or more and 45% or less.
(appendix 4)
The treating agent for a synthetic fiber according to any one of appendixes 1 to 3, wherein said fatty acid (D) comprises a monohydric fatty acid having 8 to 24 carbon atoms.
(appendix 5)
The synthetic fiber treatment agent according to any one of appendixes 1 to 4, wherein the content of the fatty acid (D) in the synthetic fiber treatment agent is 0.01 to 3% by mass.
(appendix 6)
The treatment agent for synthetic fibers according to any one of appendixes 1 to 5, further comprising an alcohol compound (E), wherein the content of the alcohol compound (E) in the treatment agent for synthetic fibers is 0.001 mass% or more and 5 mass% or less.
(appendix 7)
The synthetic fiber treatment agent according to any one of appendixes 1 to 6, wherein the smoothing agent (A) further comprises a sulfur-containing ester compound (A2).
(appendix 8)
The treating agent for synthetic fibers according to any one of appendixes 1 to 7, wherein the content of the full ester compound (A1) in the treating agent for synthetic fibers is 30% by mass or more and 70% by mass or less.
(appendix 9)
The treating agent for synthetic fibers according to appendix 7, wherein the content ratio of the full ester compound (A1) and the sulfur-containing ester compound (A2) is represented by mass ratio of the full ester compound (A1)/the sulfur-containing ester compound (A2) =1/1 or more and 100/1 or less.
(appendix 10)
The treating agent for a synthetic fiber according to any one of appendixes 1 to 9, wherein the concentration of the phosphate ion detected from the treating agent for a synthetic fiber by ion chromatography is 200ppm or less.
(appendix 11)
A synthetic fiber characterized in that: the treatment agent for synthetic fibers according to any one of appendixes 1 to 10 is attached.

Claims (14)

1. A treatment agent for synthetic fibers is characterized in that:
comprises a smoothing agent (A), a nonionic surfactant (B), an ionic surfactant (C) comprising a phosphate compound (C1) described below, and a fatty acid (D),
the phosphate compound (C1) contains at least one selected from the group consisting of a phosphate P1 represented by the following chemical formula (1), a phosphate P2 represented by the following chemical formula (2), a phosphate P3 represented by the following chemical formula (3) and a phosphate P4 represented by the following chemical formula (4), and when the total of the P-nuclear NMR integral ratios of the phosphate P1, the phosphate P2, the phosphate P3 and the phosphate P4 is 100%, the P-nuclear NMR integral ratio attributed to the phosphate P1 is 7% or less,
[ chemical 1]
In the chemical formula (1), the amino acid,
R 1 a residue obtained by removing a hydroxyl group from an alkyl group having 8 to 24 carbon atoms, an alkenyl group having 8 to 24 carbon atoms, or an alkylene oxide having 2 to 3 carbon atoms, which is obtained by adding 1 mole to 20 moles in total of an aliphatic alcohol having 8 to 24 carbon atoms,
M 1 m and M 2 Hydrogen atom, alkali metal, alkaline earth metal (1/2), organic amine salt, ammonium, or phosphonium,
m is an integer of 2 or 3,
[ chemical 2]
In the chemical formula (2), the amino acid,
R 2 r is R 3 The residue after removal of the hydroxyl group is an alkyl group having 8 to 24 carbon atoms, an alkenyl group having 8 to 24 carbon atoms, or an alkylene oxide having 2 to 3 carbon atoms, which is obtained by adding 1 mole to 1 mole of an aliphatic alcohol having 8 to 24 carbon atoms,
M 3 is hydrogen atom, alkali metal, alkaline earth metal (1/2), organic amine salt, ammonium, or phosphonium,
n is an integer of 2 or 3,
[ chemical 3]
In the chemical formula (3), the amino acid,
R 4 a residue obtained by removing a hydroxyl group from an alkyl group having 8 to 24 carbon atoms, an alkenyl group having 8 to 24 carbon atoms, or an alkylene oxide having 2 to 3 carbon atoms, which is obtained by adding 1 mole to 20 moles in total of an aliphatic alcohol having 8 to 24 carbon atoms,
M 4 M and M 5 Hydrogen atom, alkali metal, alkaline earth metal (1/2), organic amine salt, ammonium, or phosphonium,
[ chemical 4]
In the chemical formula (4), the amino acid,
R 5 r is R 6 The residue after removal of the hydroxyl group is an alkyl group having 8 to 24 carbon atoms, an alkenyl group having 8 to 24 carbon atoms, or an alkylene oxide having 2 to 3 carbon atoms, which is obtained by adding 1 mole to 1 mole of an aliphatic alcohol having 8 to 24 carbon atoms,
M 6 is a hydrogen atom, an alkali metal, an alkaline earth metal (1/2), an organic amine salt, ammonium, or phosphonium.
2. The treating agent for synthetic fibers according to claim 1, wherein,
the phosphate compound (C1) contains the phosphate P2, and the total of the P-nuclear NMR integral ratios of the phosphate P1, the phosphate P2, the phosphate P3, and the phosphate P4 is 5% to 50% inclusive, where the total is 100%.
3. The treating agent for synthetic fibers according to claim 1 or 2, wherein,
the phosphate compound (C1) contains the phosphate P2, and the total of the NMR integral proportions of the P nuclei of the phosphate P1, the phosphate P2, the phosphate P3, and the phosphate P4 is set to 100%, the NMR integral proportion of the P nuclei of the phosphate P1 is 5% or less, and the NMR integral proportion of the P nuclei of the phosphate P2 is 10% or more and 45% or less.
4. The treating agent for synthetic fibers according to any one of claim 1 to 3, wherein,
the fatty acid (D) is a monohydric fatty acid having 8 to 24 carbon atoms.
5. The treating agent for synthetic fibers according to any one of claim 1 to 4, wherein,
the content of the fatty acid (D) in the synthetic fiber treating agent is 0.01 mass% or more and 3 mass% or less.
6. The treating agent for synthetic fibers according to any one of claim 1 to 5, wherein,
further, the synthetic fiber treatment agent contains an alcohol compound (E), wherein the content of the alcohol compound (E) in the synthetic fiber treatment agent is 0.001 to 5 mass%.
7. The treating agent for synthetic fibers according to any one of claim 1 to 6, wherein,
the smoothing agent (A) contains at least one selected from the following full ester compound (A1), sulfur-containing ester compound (A2), and the following partial ester compound (A3),
the full ester compound (A1) is at least one selected from the group consisting of a full ester compound formed from a polyhydric alcohol having 3 to 6 carbon atoms and having a chain structure and a monohydric fatty acid having 8 to 24 carbon atoms, and a full ester compound formed from a monohydric alcohol having 8 to 24 carbon atoms and a polyhydric fatty acid having 3 to 10 carbon atoms,
The partial ester compound (A3) is a partial ester compound formed by a polyhydric alcohol having a chain structure and having 3 to 6 carbon atoms and a monohydric fatty acid having 8 to 24 carbon atoms.
8. The treating agent for synthetic fibers according to claim 7, wherein,
the smoothing agent (a) contains the full ester compound (A1), and the content of the full ester compound (A1) in the synthetic fiber treatment agent is 30 mass% or more and 70 mass% or less.
9. The treating agent for synthetic fibers according to claim 8, wherein,
the smoothing agent (a) contains the sulfur-containing ester compound (A2).
10. The treating agent for synthetic fibers according to claim 9, wherein,
the content ratio of the full ester compound (A1) to the sulfur-containing ester compound (A2) is represented by a mass ratio of the full ester compound (A1)/the sulfur-containing ester compound (A2) =1/1 to 100/1.
11. The treating agent for synthetic fibers according to any one of claim 8 to 10, wherein,
the smoothing agent (a) contains the partial ester compound (A3).
12. The treating agent for synthetic fibers according to claim 11, wherein,
the content ratio of the full ester compound (A1) to the partial ester compound (A3) is represented by a mass ratio of the full ester compound (A1)/the partial ester compound (A3) =1/1 to 10000/1.
13. The treating agent for synthetic fibers according to any one of claim 1 to 12, wherein,
the concentration of phosphate ions detected from the treatment agent for synthetic fibers by ion chromatography is 200ppm or less.
14. A synthetic fiber characterized in that:
the treating agent for synthetic fibers according to any one of claims 1 to 13 attached thereto.
CN202280016787.3A 2021-04-05 2022-03-28 Treating agent for synthetic fibers and synthetic fibers Pending CN116917566A (en)

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